N-Boc-N-methylethylenediamine → tert-Butyl 2-(7-(2-fluoro-4-(3-(2-phenylacetyl)thioureido)phenoxy)thieno[3,2-b]pyridine-2-carboxamido)ethyl(methyl)carbamate

HRID 1710951Notes

Reaction equation

HRID 1710951 reaction equation
[CH3:1][N:2](C)[C:3]([C:5]1[S:13][C:12]2[C:7](=[N:8][CH:9]=[CH:10][C:11]=2[O:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:24][C:25](=[O:33])[CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[S:23])=[CH:17][C:16]=2[F:34])[CH:6]=1)=[O:4].NC[CH2:38][N:39]([CH3:47])[C:40](=[O:46])[O:41][C:42]([CH3:45])([CH3:44])[CH3:43]>>[F:34][C:16]1[CH:17]=[C:18]([NH:21][C:22]([NH:24][C:25](=[O:33])[CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[S:23])[CH:19]=[CH:20][C:15]=1[O:14][C:11]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:6]=[C:5]([C:3]([NH:2][CH2:1][CH2:38][N:39]([CH3:47])[C:40](=[O:46])[O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:4])[S:13][C:12]=12

Participants

3

Reactant 2

HCID 2756424N-Boc-N-methylethylenediamineHCID 115407241-(4-(2-(Dimethylcarbamoyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorophenyl)-3-(2-phenylacetyl)thiourea

Product 1

HCID 59424483tert-Butyl 2-(7-(2-fluoro-4-(3-(2-phenylacetyl)thioureido)phenoxy)thieno[3,2-b]pyridine-2-carboxamido)ethyl(methyl)carbamate

Procedure

Following the procedures described above for the synthesis of compound 8a (Example 1, scheme 1) but replacing dimethyl amine with tert-butyl 2-aminoethyl(methyl)carbamate, title compound 138 was obtained (13%). LRMS (M+1) 638.2 (100%).

Sources & evidence

ORD record
ord-9bbe05a2c70b48b0b12b36ba19effec1
Source dataset
uspto-grants-2010_09
Patent number
US07790729B2

Reaction notes

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